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Strategy
Insights that help MSPs think beyond the day-to-day, make smarter long-term decisions, and build a business designed to scale. Covers positioning, differentiation, vision, competitive advantage, and the frameworks that set top MSPs apart.


The MSP Graduate Movement
The MSP industry has no shortage of peer groups—and many of them are excellent. They’ve helped thousands of companies build stronger foundations and better businesses. But just as MSPs mature through stages, what they need from their peer group also changes. What you need at $2M is not what you need at $12M. What you need at five employees is not what you need at forty employees. What you need in owner-led sales strategy is not what you need when building a scalable sales f

Brian
Dec 10


Why Most MSPs Are Becoming Commodities (And What the Top 10% Are Doing Differently)
Imagine you’re a business leader—not an MSP—walking the floor at an MSP conference. Booth after booth. Pitch after pitch. When you leave, your dominant impression is simple: Everyone looks and sounds exactly the same. Every MSP claims: “proactive support” “24/7 monitoring” “security-driven approach” “cloud expertise” “strategic guidance” None of that is differentiation. It’s expected. It’s table stakes. This is the root of commoditization: buyers can’t see meaningful differe

Aaron
Dec 3


How You Offboard Defines Your MSP
Every MSP loves a new customer. But few MSPs handle losing one with the same maturity. And that’s a problem—because one of the most defining moments in your company’s reputation isn’t how you win a client, but how you let one go . Here’s the truth every MSP leader eventually learns: You should hate losing a customer. But when it happens, your offboarding experience must be exceptional. Better, even, than your onboarding. Most MSPs get this backwards. They treat offboarding l

Aaron
Dec 1


The Process
As a Tennessee Volunteer fan, it’s not in my nature to praise Alabama. But former coach Nick Saban built a leadership system so strong that ignoring it would be a mistake. Even if you’re not into sports, the principles below apply directly to high-performing organizations—and especially to MSPs trying to scale. Nick Saban built one of the most dominant programs in college football not by obsessing over championships, but by obsessing over the behaviors that produce championsh

Aaron
Nov 24


The Real Reason Most MSPs Never Break $10M
If your MSP has sat between $2.5M and $9M for years, it’s easy to assume something is wrong with your market, your team, or your sales motion. But in most cases, the issue isn’t external—it’s structural. Plenty of MSPs have strong people, great reputations, healthy pipelines, and solid technical capabilities… yet they can’t break through the next revenue ceiling. And here’s the uncomfortable truth: Most MSPs aren’t stuck because of talent or demand. They’re stuck because thei

Aaron
Nov 21


It’s Time for MSPs to Retire the vCIO
If there's one term the MSP industry has worn out—and watered down—it’s vCIO . For years, MSPs have told clients they “deliver strategic leadership” through a virtual CIO role. But in most cases, that “vCIO” is: a former account manager with a new title a salesperson tasked with quarterly business reviews a technician repackaged as a consultant or someone who has never sat in a true executive IT seat And clients can feel it. The industry has taken a title that should signal e

Aaron
Nov 19


The Communication Barrier: Why MSPs Fail to Convert Technical Knowledge into Revenue
There’s a predictable tension inside every growing MSP: traditional MSPs want to solve technical problems, while the customers business leadership wants to solve business problems. When those two narratives don’t align, critical technical initiatives get deprioritized—not because they’re unimportant, but because they’re poorly framed. This isn’t a gap in intelligence. It’s a gap in translation. Traditional MSPs speak in systems, tools, and technology. Modern MSPs speak in out

Aaron
Nov 14


The Shifting MSP Landscape
The managed services landscape is shifting beneath our feet. What once defined success—speed, efficiency, and predictability—is no longer enough. The next era of managed services won’t be defined by ticket response times or uptime percentages. It will be defined by collaboration, adaptability, and co-management. The new generation of business owners doesn’t want a turnkey MSP to handle everything. They want a strategic ally. They expect transparency, shared control, and the a

Aaron
Nov 10
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